61424-86-0

Upstream product

• 675-10-5 4-hydroxy-6-methyl-2-pyron 
• 100-39-0 benzyl bromide 
• 1033480-91-9 4-[(2-bromobenzyl)oxy]-6-methyl-2H-pyran-2-one 
• 100-44-7 benzyl chloride 

Downstream Products

• 61424-87-1 4-(4-Benzyloxy-2-hydroxy-6-methyl-2H-pyran-2-yl)-3-oxo-butyric acid ethyl ester 
• 116913-49-6 dimethyl 5-benzyloxy-3-methylphthalate 
• 1221251-59-7 C₁₅H₁₄O₄ 
• 1605347-64-5 4-(benzyloxy)-3-chloro-6-methyl-2H-pyran-2-one 

Relevant academic research and scientific papers

Synthesis of trifluoromethylthiolated and trifluoromethylselenolated pyrones

Trifluoromethylthiolation and trifluoromethylselenolation of 3- or 4-iodo(bromo)-2-pyrones with (bpy)CuSCF3 and [(bpy)CuSeCF3]2 provide a convenient method for the synthesis of trifluoromethylthio(seleno)lated 4-alkoxy-, aryloxy-, and benzyloxy-2-pyrones in high yields.

Enzymatic synthesis of resorcylic acid lactones by cooperation of fungal iterative polyketide synthases involved in hypothemycin biosynthesis

Hypothemycin is a macrolide protein kinase inhibitor from the fungus Hypomyces subiculosus. During biosynthesis, its carbon framework is assembled by two iterative polyketide synthases (PKSs), Hpm8 (highly reducing) and Hpm3 (nonreducing). These were heterologously expressed in Saccharomyces cerevisiae BJ5464-NpgA, purified to near homogeneity, and reconstituted in vitro to produce (6′S,10′S)-trans-7′,8′-dehydrozearalenol (1) from malonyl-CoA and NADPH. The structure of 1 was determined by X-ray crystallographic analysis. In the absence of functional Hpm3, the reducing PKS Hpm8 produces and offloads truncated pyrone products instead of the expected hexaketide. The nonreducing Hpm3 is able to accept an N-acetylcysteamine thioester of a correctly functionalized hexaketide to form 1, but it is unable to initiate polyketide formation from malonyl-CoA. We show that the starter-unit:ACP transacylase (SAT) of Hpm3 is critical for crosstalk between the two enzymes and that the rate of biosynthesis of 1 is determined by the rate of hexaketide formation by Hpm8.

AMINO ACID COMPOUNDS

[Problem] To provide novel compounds that are S1P1 receptor agonists and exhibit an immunosuppressive activities by inducing lymphocyte sequestration in secondary lymphoid tissues. In addition, to provide a pharmaceutical agent which comprises the compounds as an effective component, in particular to provide a therapeutic and/or prophylactic agent for an autoimmune disease and the like. [Solving Means] Amino acid compounds that are represented by the following Formula (1) are provided

Intramolecular cyclization reaction - Palladium(0)-catalyzed cyclization is more effective than tin hydride mediated reaction

Intramolecular CH arylation of pyrone, pyridone, uracil, imidazole, and benzimidazole derivatives are carried out in the presence of a Pd catalyst to form potentially bioactive fused heterocyclic compounds, whereas the n-Bu 3SnH-mediated aryl radical cyclization of the precursors 3 afforded mainly halogen-reduced uncyclized products.

Remarkable interaction effects of molecular packing on site- and stereoselectivity in photocycloaddition of 2-pyrones with maleimide in the solid state

Solid-state photoirradiation of 1:1 complex crystals of 4-[ω-(2-furyl)alkyloxy]-6-methyl-2-pyrones 1b, 1c or 4-(ω-arylalkyloxy)-6-methyl-2-pyrones 1d-j with maleimide 2 gave [2+2]cycloadducts 3b-f, 3i, 3j with exclusive stereoselectivity. The high reaction selectivity was confirmed by X-ray structure analyses and MO method of the complex crystals, which were composed of two sets of a 1:1 complex between 1 and 2, arising from an CH-π interaction between 2 and the aromatic rings of 1, and/or π-π stacking between the aromatic rings in addition to four kinds of hydrogen bonding between the ground state 2-pyrone moieties and 2.